Guest house holiday rentals in Massachusetts
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Top-rated guest house rentals in Massachusetts
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in Massachusetts
Family-friendly guest house rentals
Guest house in Wellfleet
4.97 out of 5 average rating, 189 reviewsAbundant Blessings Cottage-Wellfleet
Guest house in Dedham
4.95 out of 5 average rating, 190 reviewsCountry Cottage in the City
Guest house in Tisbury
4.86 out of 5 average rating, 251 reviewsAdorable Vineyard Haven Cottage
Guest house in New Marlborough
4.91 out of 5 average rating, 194 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Guest house in Rockport
4.88 out of 5 average rating, 251 reviewsBeautiful Apartment Near Town & Beaches
Guest house in Williamstown
4.93 out of 5 average rating, 236 reviewsPerfect Base for Your Berkshire Adventure
Guest house in Chilmark
4.98 out of 5 average rating, 215 reviewsBeautiful Guest House in Chilmark
Guest house in Shrewsbury
4.72 out of 5 average rating, 214 reviewsA Comfy Hilltop Home
Guest house rentals with a patio
Guest house in Gloucester
4.93 out of 5 average rating, 58 reviewsCharming Guesthouse with Access to Private Beach
Guest house in Williamstown
4.96 out of 5 average rating, 171 reviewsBrookside Cottage
Guest house in Marshfield
4.99 out of 5 average rating, 75 reviewsAdorable 1 bedroom guest house with ocean view
Guest house in Bourne
5 out of 5 average rating, 63 reviewsWaterfront Cottage / Your Cape Escape
Guest house in Pittsfield
4.95 out of 5 average rating, 76 reviewsThe Nest at Birdland
Guest house in Stockbridge
4.87 out of 5 average rating, 15 reviewsLight-filled Carpenter's Cottage in Stockbridge
Guest house in Brewster
5 out of 5 average rating, 8 reviewsClaw Foot Tub & King Bed at Club Tanuki Cottage
Guest house in Holland
5 out of 5 average rating, 17 reviewsOne BD In-law with Private Ent.
Guest house rentals with a washing machine and dryer
Guest house in Wendell
4.93 out of 5 average rating, 28 reviewsQuiet Country Home in Wendell
Guest house in Boston
5 out of 5 average rating, 21 reviewsPrivate Studio Guest House
Guest house in Shrewsbury
4.8 out of 5 average rating, 65 reviewsLovely & Spacious 2 BR (W/KING/QUEEN beds) 2 BTH.
Guest house in Abington
5 out of 5 average rating, 77 reviewsCozy In-Law Apartment
Guest house in West Tisbury
4.94 out of 5 average rating, 49 reviewsVineyard Meadow Artist Studio
Guest house in Stockbridge
4.92 out of 5 average rating, 119 reviewsModern barn in the heart of the Berkshires
Guest house in Westford
4.98 out of 5 average rating, 95 reviewsDetached Waterfront Guest House
Guest house in Brewster
4.98 out of 5 average rating, 62 reviewsBrand new, on a swimmable pond
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